Cas no 597563-02-5 (2-(bromomethyl)pyridine-4-carbonitrile)

2-(Bromomethyl)pyridine-4-carbonitrile is a versatile brominated pyridine derivative with significant utility in organic synthesis and pharmaceutical intermediates. Its reactive bromomethyl group enables efficient functionalization through nucleophilic substitution, while the electron-withdrawing nitrile group enhances reactivity in heterocyclic transformations. This compound is particularly valuable in the construction of complex molecular frameworks, including pharmacologically active pyridine-based structures. Its stability under standard handling conditions and compatibility with a range of solvents make it a practical choice for cross-coupling reactions and heterocycle elaboration. The product is commonly employed in medicinal chemistry research for the development of kinase inhibitors and other bioactive molecules.
2-(bromomethyl)pyridine-4-carbonitrile structure
597563-02-5 structure
Product Name:2-(bromomethyl)pyridine-4-carbonitrile
CAS No:597563-02-5
MF:C7H5BrN2
MW:197.032000303268
CID:838916
PubChem ID:21085945
Update Time:2025-11-02

2-(bromomethyl)pyridine-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Pyridinecarbonitrile,2-(bromomethyl)-(9CI)
    • 2-(Bromomethyl)-4-pyridinecarbonitrile
    • 2-(bromomethyl)isonicotinonitrile
    • 2-(bromomethyl)pyridine-4-carbonitrile
    • 2-(Bromomethyl)-4-cyanopyridine
    • 4-cyano-2-bromomethylpyridine
    • 2-Bromomethylisonicotinonitrile
    • GCNZQCMSCTYHEO-UHFFFAOYSA-N
    • FCH1002493
    • NE56526
    • Inchi: 1S/C7H5BrN2/c8-4-7-3-6(5-9)1-2-10-7/h1-3H,4H2
    • InChI Key: GCNZQCMSCTYHEO-UHFFFAOYSA-N
    • SMILES: BrCC1C=C(C#N)C=CN=1

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 149
  • XLogP3: 1
  • Topological Polar Surface Area: 36.7

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Additional information on 2-(bromomethyl)pyridine-4-carbonitrile

Comprehensive Guide to 2-(Bromomethyl)pyridine-4-carbonitrile (CAS No. 597563-02-5): Properties, Applications, and Market Insights

2-(Bromomethyl)pyridine-4-carbonitrile (CAS No. 597563-02-5) is a versatile pyridine derivative widely used in pharmaceutical and agrochemical research. This compound, characterized by its bromomethyl and carbonitrile functional groups, serves as a key intermediate in organic synthesis. Its unique structure enables diverse chemical transformations, making it valuable for developing novel bioactive molecules. Researchers and industries are increasingly exploring its potential due to its reactivity and compatibility with various synthetic routes.

The molecular formula of 2-(Bromomethyl)pyridine-4-carbonitrile is C7H5BrN2, with a molecular weight of 197.03 g/mol. Its pyridine ring provides aromatic stability, while the bromomethyl group offers a reactive site for nucleophilic substitutions. The carbonitrile moiety further enhances its utility as a building block for heterocyclic compounds. This combination of features makes it particularly useful in medicinal chemistry, where it contributes to the synthesis of drug candidates targeting various diseases.

In recent years, 2-(Bromomethyl)pyridine-4-carbonitrile has gained attention in the development of kinase inhibitors, a hot topic in cancer research. Kinases play crucial roles in cell signaling, and their dysregulation is associated with numerous cancers. The compound's ability to serve as a scaffold for pharmacophore development aligns with the growing demand for targeted therapies. Additionally, its applications extend to material science, where it contributes to the synthesis of advanced polymers and ligands for catalysis.

The global market for pyridine derivatives like 2-(Bromomethyl)pyridine-4-carbonitrile is expanding, driven by the pharmaceutical and agrochemical sectors. With increasing R&D investments in small molecule therapeutics, the demand for high-quality intermediates continues to rise. Suppliers emphasize stringent quality control to meet the purity requirements of GMP-compliant synthesis. This compound's stability under various conditions also makes it a preferred choice for industrial-scale production.

From an SEO perspective, common queries related to 2-(Bromomethyl)pyridine-4-carbonitrile include its synthetic applications, safety data, and supplier information. Researchers often search for "pyridine-4-carbonitrile derivatives" or "bromomethyl pyridine synthesis," reflecting the compound's relevance in contemporary chemistry. Environmental considerations are also trending, with inquiries about green chemistry alternatives and waste minimization strategies in its production.

Handling 2-(Bromomethyl)pyridine-4-carbonitrile requires standard laboratory precautions. While not classified as hazardous under normal conditions, proper personal protective equipment (PPE) is recommended during manipulation. Storage in cool, dry conditions preserves its stability, and compatibility with common organic solvents enhances its usability in reactions. These practical aspects are frequently discussed in research forums and technical datasheets.

Innovative applications of 2-(Bromomethyl)pyridine-4-carbonitrile continue to emerge. Recent studies highlight its role in constructing metal-organic frameworks (MOFs) and fluorescent probes. These advancements align with the broader scientific interest in functional materials and diagnostic tools. As synthetic methodologies evolve, this compound's versatility ensures its ongoing relevance across multiple disciplines.

For procurement, CAS No. 597563-02-5 is available through specialized chemical suppliers who provide analytical certificates and custom synthesis options. Batch-to-batch consistency is critical for reproducible results in multi-step syntheses. Pricing trends reflect the compound's niche status, with fluctuations tied to raw material availability and regional demand patterns in the fine chemicals market.

Future prospects for 2-(Bromomethyl)pyridine-4-carbonitrile include expanded roles in bioconjugation chemistry and click chemistry applications. The growing emphasis on structure-activity relationships (SAR) in drug discovery further underscores its importance. As regulatory landscapes evolve, documentation of its ecological impact and degradation pathways will likely become more prominent in technical literature.

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